ChemicalBook > CAS DataBase List > Spermidine

Spermidine

Product Name
Spermidine
CAS No.
124-20-9
Chemical Name
Spermidine
Synonyms
SperMidin;N1-(3-AMINOPROPYL)BUTANE-1,4-DIAMINE;Spermidine-Rich Wheat Germ Extract;1,4-Butanediamine, N-(3-aminopropyl)-;3.2 Kg;Spermidie;Spemidine;SPERMIDINE;SPERMIDINE(RG);Spermidine,99%
CBNumber
CB2165662
Molecular Formula
C7H19N3
Formula Weight
145.25
MOL File
124-20-9.mol
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Spermidine Property

Melting point:
23-25 °C
Boiling point:
128-130 °C (14 mmHg)
Density 
1.00 g/mL at 20 °C
refractive index 
n20/D 1.479(lit.)
Flash point:
>230 °F
storage temp. 
room temp
solubility 
H2O: 1 M at 20 °C, clear, colorless
form 
Liquid After Melting
pka
10.53±0.19(Predicted)
color 
Clear colorless
Specific Gravity
0.925
PH
12.0-13.5 (25℃, 1M in H2O)
Odor
Ichtyal, ammoniacal
biological source
synthetic
Water Solubility 
Miscible with water, ethanol and ether.
λmax
λ: 260 nm Amax: 0.1
λ: 280 nm Amax: 0.05
Sensitive 
Air Sensitive
Merck 
14,8742
BRN 
1698591
Stability:
Stable, but air-sensitive and very hygroscopic - store under argon. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents.
InChIKey
ATHGHQPFGPMSJY-UHFFFAOYSA-N
CAS DataBase Reference
124-20-9(CAS DataBase Reference)
EPA Substance Registry System
1,4-Butanediamine, N-(3-aminopropyl)- (124-20-9)
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Safety

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45-27
RIDADR 
UN 2735 8/PG 2
WGK Germany 
3
RTECS 
EJ7000000
3-10-34
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29212900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
49761
Product name
Spermidine
Purity
analytical standard
Packaging
100mg
Price
$77.4
Updated
2025/07/31
Sigma-Aldrich
Product number
05292
Product name
Spermidine 0.1 M solution
Packaging
1mL
Price
$75.7
Updated
2025/07/31
Sigma-Aldrich
Product number
05292
Product name
Spermidine 0.1 M solution
Packaging
1ML-F
Price
$73.4
Updated
2024/03/01
Cayman Chemical
Product number
14918
Product name
Spermidine
Purity
≥98%
Packaging
1g
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
14918
Product name
Spermidine
Purity
≥98%
Packaging
5g
Price
$86
Updated
2024/03/01
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Spermidine Chemical Properties,Usage,Production

Description

Spermidine is an endogenous polyamine. It is formed from putrescine by spermidine synthase.

Chemical Properties

Spermidine solution is a colorless clear liquid with very hygroscopic and oxidizable. It is soluble in water (50 mg/ml), ethanol, and ether.

Source

Spermidine is found in fresh green pepper, wheat germ, cauliflower, broccoli, mushrooms, and a variety of cheeses. Even higher amounts are found in soybean products such as natto, shitake mushrooms, amaranth grain and durian. Some of these ingredients are particularly common in a Mediterranean diet, which may explain why some believe eating like the Spanish can prolong your life.

Uses

Spermidine can be used in electroporation while transferring the DNA into the cell under the electrical impulse. May be used for purification of DNA-binding proteins. Spermidine is also used, along with calcium chloride, for precipitating DNA onto microprojectiles for bombardment with a gene gun.

Application

Spermidine serves as a precursor of spermine and essential for both normal and neoplastic tissue growth. It was first detected in human sperm, but occurs widely in nature. It is essential in both normal and neoplastic tissue growth. Spermidine has a role in cell growth processes and the formation and interconversion of spermidine in mammalian cells has been reported. It has been studied in the regulation of tRNA methyltransferase activity and stimulates T4 polynucleotide kinase activity.

Definition

ChEBI: Spermidine is a triamine that is the 1,5,10-triaza derivative of decane. It is a polyamine that is routinely included in restriction enzyme digestions to improve the cleavage efficacy of the DNA. Spermidine counteracts the inhibitory effects of contaminants coisolated with DNA and consequently permits complete digestion of the DNA at lower enzyme concentrations.

Preparation

The linker resin 2 was used in the synthesis of spermidine. In order to initiate the preparation the 2-nitrossulfonamide was anchored on the resin 2 by reaction in THF under reflux. The resulting resin 3 then reacted with 4-bromobutylphthalimide in acetonitrile in the presence of Cs2CO3 as base, generating the resin 4. Protected spermidine 5 was cleaved from resin 4 after treatment with hydrate hydrazine at room temperature. Spermidine 5 was previously prepared by our group in solution system utilizing Fukuyama's sulfonamide.

Synthesis and Characterization of a Linker for Primary Amines used in the Solid Phase Organic Synthesis of Spermidine
J. Braz. Chem. Soc., Vol. 22, No. 1, 86-91, 2011
DOI: 10.1590/S0103-50532011000100011

Origin

Spermidine was first discovered in 1678 by Dutch scientist Anton Van Leeuwenhoek in a sample of human semen. Shortly after, spermidine was discovered in human sperm. In the body, spermidine is created from its precursor putrescine.

benefits

The biggest benefit of spermidine is its ability to reduce age-related diseases. It benefits cardioactive, spermidine can reduce the development of atherosclerosis in mice by reducing inflammation and improving cellular (mitochondria) function. It can reduce the formation of blood clots (platelet aggregation) and improve the normal dilation of cells lining blood vessels. Spermidine lowers blood pressure, improves energy use, and reduces heart cell death. It prevents neurologic diseases, and spermidine helps reduce cognitive, memory, and functional impairment associated with aging. It can also Decrease blood sugar levels, Increase autophagy, Increase bone strength, and have Anti-inflammatory effects.

Side effects

The side effects of Spermidine included decreased levels of creatinine, calcium, and phosphate in the blood. These are markers of kidney function and electrolyte balance in the body, and if they are altered, it could signify a health problem. In particular, Spermidine supplements have not been tested in pregnant or nursing women. Another large observational study was done in humans that showed a link between higher blood levels of spermidine and an increased risk of stroke. Many supplemental forms of spermidine are derived from wheat germ. As a result, there may be trace levels of gluten in these supplements. For people with celiac disease, wheat allergy, or gluten sensitivity, it's important to check labels and choose a gluten-free supplement.

Mode of action

Spermidine's main mechanism of action is its ability to induce autophagy, a self-preservation process which clears out toxic, damaged and dysfunctional cells, resulting in lower levels of inflammation in the body. Autophagy is the main mechanism of spermidine in delaying aging and prolonging the lifespan. In addition, spermidine exerts its effects through other mechanisms, including anti-inflammation, histone acetylation reduction, lipid metabolism and regulation of cell growth and signaling pathways.

References

Madeo, F., Eisenberg, T., Pietrocola, F., et al. Spermidine in health and disease. Science 359(6374), eaan2788 (2018).
Lopatin, A.N., Makhina, E.N., and Nichols, C.G. Potassium channel block by cytoplasmic polyamines as the mechanism of intrinsic rectification. Nature 372(6504), 366-369 (1994).
Eisenberg, T., Knauer, H., Schauer, A., et al. Induction of autophagy by spermidine promotes longevity. Nat. Cell Biol. 11(11), 1305-1314 (2009).
Guo, X., Harada, C., Namekata, K., et al. Spermidine alleviates severity of murine experimental autoimmune encephalomyelitis. Invest. Ophthalmol. Vis. Sci. 52(5), 2696-2703 (2011).
Eisenberg, T., Abdellatif, M., Schroeder, S., et al. Cardioprotection and lifespan extension by the natural polyamine spermidine. Nat. Med. 22(12), 1428-1438 (2016).

Spermidine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Spermidine manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
Spermidine 124-20-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kg
Release date
2025-11-04
.GZ HONESTCHEM CO.,LTD
Product
spermidine 124-20-9
Price
US $1.00/g
Min. Order
300g
Purity
99.8%
Supply Ability
20 TONS
Release date
2025-11-01
HUARONG(GUANGDONG) PHARMACEUTICAL CO.,LTD
Product
Spermidine (MitoSpermidineTm) 124-20-9
Price
US $1.00/KG
Min. Order
25KG
Purity
99%
Supply Ability
20T
Release date
2025-10-10

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